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Synthesis 2000; 2000(13): 1835-1838
DOI: 10.1055/s-2000-8238
DOI: 10.1055/s-2000-8238
paper
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One-Step Conversion of 9-Methyl to 9-Formyldipyrrinones
Further Information
Publication History
Publication Date:
31 December 2000 (online)
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9-Formyldipyrrinones may be prepared on a synthetically useful scale in 80-90% yield by oxidation of 9-methyldipyrrinones with 2 equivalents of DDQ in TFA at -78°C. Whereas reaction at higher temperatures allows oxidative coupling to predominate, forming biliverdins as the major product, at low temperatures and under controlled conditions verdin formation becomes only a minor pathway.
oxidations - heterocycles - pyrroles - aldehydes